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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357096Generated: October 25, 2026

3-(1H-indol-3-yl)-2-(1-methyl-1H-indol-3-yl)-N-methylmaleimide → 4-(1H-indol-3-yl)-3-(1-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine

https://huagongshe.com/reaction/1357096

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(1H-indol-3-yl)-2-(1-methyl-1H-indol-3-yl)-N-methylmaleimideHCID 9928577—
CatalystHCID 178418390HCID 178418390—
SolventDimethylformamideHCID 6228—
Product4-(1H-indol-3-yl)-3-(1-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidineHCID 1850543899.6%

Reaction Steps

To a solution of 3-(1H-indol-3-yl)-2-(1-methyl-1H-indol-3-yl)-N-methylmaleimide (60 mg, 0.17 mmol) in DMF (1 mL) was added a small amount of 10% palladium-carbon, and the whole was stirred at room temperature for 1 day under hydrogen atmosphere. The palladium-carbon was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane =2:1) to obtain 4-(1H-indol-3-yl)-3-(1-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine (60 mg, 99.6%) as pale red solids. 1H-NMR(CDCl3): δ 3.27(s, 3H), 3.34(s, 3H), 4.76(s, 2H) 6.58-7.32(m, 10H), 7.72(br s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06589977B1
Source datasetuspto-grants-2003_07
ORD IDord-77d30a2480ab4b6e9b31696c0c50f4e8
Source noteuspto-grants-2003_07